1 When epoxides react, they undergo ring-opening by a cleavage of the C-O bond. Why is it easier to break a C-O bond of an epoxide compared to breaking a C-O bond of other ethers? A. A more stable carbocation is formed when an epoxide ring-opens. B. Breaking the epoxide C-O bond relieves the strain of a three-member ring. C. Epoxide ring opening conforms to a faster E2 mechanism. D. Mechanistically, the epoxide carbon always becomes protonated, enhancing it's ring opening reactivity.

1 When epoxides react, they undergo ring-opening by a cleavage of the C-O bond. Why is it easier to break a C-O bond of an epoxide compared to breaking a C-O bond of other ethers? A. A more stable carbocation is formed when an epoxide ring-opens. B. Breaking the epoxide C-O bond relieves the strain of a three-member ring. C. Epoxide ring opening conforms to a faster E2 mechanism. D. Mechanistically, the epoxide carbon always becomes protonated, enhancing it's ring opening reactivity.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter23: Addition To A Carbonyl

Section: Chapter Questions

Problem 42CTQ

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